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The story of Midway so far

The idea came from a small, recurring annoyance: my best friend and I live in different cities, and every time we tried to plan a trip we'd burn an evening checking flights one airport at a time, hunting for somewhere we could both reach without a connection. Airline schedules made it harder — routes shift by month, so a nonstop that exists in July can be gone by October.

I figured a tool should just do this. After a user survey in summer 2025 and a few prototypes, I launched the first version of Midway earlier this year.

You enter everyone's departure cities (up to 6), and Midway shows every destination you can all reach by direct flight — on a map or in a sortable table. You can filter by region, country, distance, and flight time, and it pulls in some price data via Kayak so you can see roughly what each option costs.

It's free, no account needed: https://midway.travel

I'd love feedback — on the product, the positioning, or what you'd build next. (One thing I'm still wrestling with: how to explain "meet in the middle" in one line without people assuming it's about the Chicago airport 😅.)

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Midway Travel
  1. 1

    Really smart niche. Most travel tools optimize for one traveler, but group coordination is where trip planning actually becomes frustrating.

    The no-account flow is also a good call — makes it easy to test instantly without friction.

  2. 1

    This is a useful product, but I think your instinct is right: the positioning needs tightening.

    The risk is that “meet in the middle” sounds emotionally clear, but functionally vague. People may understand the feeling, but not instantly understand the job: finding destinations everyone can reach without painful flight planning.

    I wouldn’t try to solve the one-line positioning loosely in the thread because the right line depends on who you want first: friend groups, remote teams, families, or event planners.

    If you’re open to it, share your email and I’ll put the tighter positioning path together properly.